| Elevator Love Letter | Stars | 4:03 | |
| Not Going Home | The Elected | 4:45 | |
| Wildewoman | Lucius | 4:10 | |
| John Allyn Smith Sails | Okkervil River | 4:33 | |
| Dory Previn | Camera Obscura | 4:16 | |
| Gone Again | Indigo Girls | 3:27 | |
| Lost Love | Golden Smog | 3:00 | |
| Salome | Old 97's | 4:07 | |
| Falling | Ben Kweller, John David Kent, Josh Lattanzi, Jane Scarpantoni, Lorenza Ponce, David Gold, Antoine Silverman, The Candles | 4:02 | |
| Bird On A Wire | Rogue Wave | 3:40 | |
| Razzle Dazzle Rose | Camera Obscura | 5:28 | |
| You Can Move Back Here | Richmond Fontaine | 2:46 | |
| Show Me | Over the Rhine | 4:22 | |
| The Next Time You Say "Forever" | Neko Case | 1:44 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| Hey Neighbor | Jenny O. | 1:50 | |
| Idle (The Rabbit Song) | Hem | 3:44 | |
| The Lucky One | Freedy Johnston | 3:09 | |
| That Teenage Feeling | Neko Case | 2:42 | |
| Suspended From Class | Camera Obscura | 3:46 | |
| Brass Beam | Waxahatchee | 2:41 | |
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| Gone for Good - 2023 Remaster | The Shins | 3:12 | |
| Moment in the Sun | Clem Snide | 5:31 | |
| Hot Knives | Bright Eyes | 4:13 | |
| Last Lion of Albion | Neko Case | 3:37 | |
| Mine's Not a High Horse - 2023 Remaster | The Shins | 3:19 | |
| Another Travelin' Song | Bright Eyes | 4:16 | |
| You're the One I Love (feat. Fiona Apple) | Sara Watkins, Fiona Apple | 1:45 | |
| Don't Forget to Breathe | Beulah | 3:56 | |
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| San Francisco | Jay Farrar, Benjamin Gibbard | 3:58 | |
| Red | Okkervil River | 3:40 | |
| Encyclopedia of Classic Takedowns | A.C. Newman | 3:59 | |
| When We Become | Clem Snide | 5:17 | |
| Dylan Thomas | Better Oblivion Community Center, Phoebe Bridgers, Conor Oberst | 3:36 | |
| You Can Never Leave | Crooked Fingers | 3:49 | |
| Eager for Your Love | Tristen | 3:45 | |
| Sister Rosetta Goes Before Us | Sam Phillips | 2:43 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| I Need All The Friends I Can Get | Camera Obscura | 3:18 | |
| River Of No Return (feat. Neko Case) | Jon Rauhouse, Neko Case | 2:16 | |
| Weakened State | Sarah Harmer | 2:53 | |
| Old L.A. | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:03 | |
| Say Please | Monsters Of Folk | 2:48 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| Nowhere, Massachusetts | Black Prairie | 3:07 | |
| Metal Firecracker | Lucinda Williams | 3:30 | |
| New Enemy | Sarah Harmer | 3:55 | |
| Long Time Ago | Golden Smog | 2:58 | |